Synthesis of the BEAC4ND4 Ionophore from p-t-Butylcalix[4]arene Carboxylic Acid

Nasriadi Dali; Arniah Dali; Seniwati Dali; Hilda Ayu Melvi Amalia

doi:10.14710/jksa.23.12.424-431

DOI: https://doi.org/10.14710/jksa.23.12.424-431

Synthesis of the BEAC4ND4 Ionophore from p-t-Butylcalix[4]arene Carboxylic Acid

Nasriadi Dali¹

, Arniah Dali²

, Seniwati Dali³, Hilda Ayu Melvi Amalia⁴

¹Department of Chemistry, Halu Oleo University, Indonesia

²Department of Chemistry Education, Faculty of Teacher Training and Education, Halu Oleo University, Indonesia

³Department of Chemistry, Faculty of Mathematics and Natural Sciences, Hasanuddin University, Indonesia

⁴ Study Program of Tadris Biology, Faculty of Tarbiyah and Teacher Training, Institut Agama Islam Negeri IAIN Kendari, Indonesia

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Received: 27 May 2020; Revised: 9 Nov 2020; Accepted: 29 Dec 2020; Published: 31 Jan 2021.

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Abstract

The BEAC4ND4 ionophore has been successfully synthesized from p-t-butylcalix[4]arene carboxylic acid. The BEAC4ND4 ionophore was obtained in two steps of the synthesis reaction. The first step is the chlorination reaction of p-t-butylcalix[4]arene carboxylic acid with thionyl chloride in dry benzene solvent. The chlorination reaction product is p-t-butylcalix[4]arene acyl chloride in the form of the light brown viscous liquid with a yield of 78.25% and TLC (SiO₂, CH₃OH: CH₂Cl₂ = 1: 1 v/v, R_f = 0.65). The second step is the amidation reaction of ethyl 2-aminoacetate with p-t-butylcalix[4]arene acyl chloride in dry tetrahydrofuran solvent. The product of the amidation reaction is p-t-butylcalix[4]arene ethylesteramide or the BEAC4ND4 ionophore in the form of a white solid with the yield of 75.22%, a melting point of 314-316°C, and TLC (SiO₂, CH₃OH: CH₂Cl₂ = 1: 1 v/v, R_f = 0.75).

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Keywords: BEAC4ND4 ionophore; chlorination; amidation; calix[4]arene; carboxylic acid

Funding: Halu Oleo University

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Section: Research Articles

Language : EN

In Vol 23, No 12 (2020): Volume 23 Issue 12 Year 2020

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